Things to Do IN TOLCHESTER

Welcome to Tolchester! Check out the latest events in town. Explore by location, trending searches, top organisers, and more. Whether you're a local, new to the area, or cruising through, there's no shortage of unique things to do.

Tolchester's top activities

Your plans, made easy. Check out the most popular things to do in Tolchester.

Downrigging Weekend Sails--Saturday Afternoon, Nov. 1, 2:30pm-5:00pm

Sat, Nov 1, 2:30 PM

Chestertown Marina • Chestertown, MD

Starts at 40,00 $

Sultana Downrigging Tall Ship Sails

295 followers

Waterfowl and Foliage Public Paddle - 2025- Sultana Education Foundation

Sun, Oct 26, 10:00 AM

Rileys Mill Landing • Chestertown, MD

Starts at 49,30 $

Sultana Education Foundation Public Paddles

314 followers

Skipjack Race Watch Party on MILDRED BELLE

Sun, Sep 14, 11:00 AM

Sandy Point State Park • Annapolis, MD

Starts at 12,51 $

Living Classrooms Foundation: Maritime Education

156 followers

Gunpowder Falls State Park SAV Watchers Train-the-Trainer One-Day Event

Thu, Oct 2, 9:00 AM

Hammerman Area Beach House • Middle River, MD

Free

Chesapeake Bay SAV Watchers

Baltimore Tourism Association September 2025 Member Meeting

Thu, Sep 11, 9:00 AM

Sagamore Pendry Baltimore • Baltimore, MD

Free

Baltimore Tourism Association

178 followers

Spooky Dinner Cruise on the Bay

Thu, Oct 30, 5:30 PM

Maryland Party Boat Charters • Essex, MD

Starts at 2,91 $

Maryland Party Boat

795 followers

Hart-Miller Island BioBlitz 2025

Sat, Sep 27, 9:30 AM + 1 more event

Hart Miller Island (Location Provided Upon Registration) • Hart Miller Island, MD

Free

National Aquarium

938 followers

B’MORE HILLS

Sat, Sep 6, 8:00 AM

Lake Montebello • Baltimore, MD

Free

B’More Hills

141 followers

Tolchester's top activities

Your plans, made easy. Check out the most popular things to do in Tolchester.

Downrigging Weekend Sails--Saturday Afternoon, Nov. 1, 2:30pm-5:00pmDownrigging Weekend Sails--Saturday Afternoon, Nov. 1, 2:30pm-5:00pm

Waterfowl and Foliage Public Paddle - 2025- Sultana Education FoundationWaterfowl and Foliage Public Paddle - 2025- Sultana Education Foundation

Skipjack Race Watch Party on MILDRED BELLESkipjack Race Watch Party on MILDRED BELLE

Gunpowder Falls State Park SAV Watchers Train-the-Trainer One-Day EventGunpowder Falls State Park SAV Watchers Train-the-Trainer One-Day Event

Baltimore Tourism Association September 2025 Member MeetingBaltimore Tourism Association September 2025 Member Meeting

Spooky Dinner Cruise on the BaySpooky Dinner Cruise on the Bay

Hart-Miller Island BioBlitz 2025Hart-Miller Island BioBlitz 2025

B’MORE HILLSB’MORE HILLS

Downrigging Weekend Sails--Saturday Afternoon, Nov. 1, 2:30pm-5:00pm

Waterfowl and Foliage Public Paddle - 2025- Sultana Education Foundation

Skipjack Race Watch Party on MILDRED BELLE

Gunpowder Falls State Park SAV Watchers Train-the-Trainer One-Day Event

Baltimore Tourism Association September 2025 Member Meeting

Spooky Dinner Cruise on the Bay

Hart-Miller Island BioBlitz 2025

B’MORE HILLS